(5-Chloro-4-methoxy-2-methylphenyl)boronic acid

Base Information

• Chemical Name: (5-Chloro-4-methoxy-2-methylphenyl)boronic acid
• CAS No.: 511295-09-3
• Molecular Formula: C8H10BClO3
• Molecular Weight: 200.43
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30464358
• Nikkaji Number: J1.838.812J
• Wikidata: Q82289645
• Mol file: 511295-09-3.mol

Synonyms:511295-09-3;(5-CHLORO-4-METHOXY-2-METHYLPHENYL)BORONIC ACID;5-CHLORO-4-METHOXY-2-METHYLPHENYLBORONIC ACID;SCHEMBL6082642;DTXSID30464358;RYCISTVGQKCVHG-UHFFFAOYSA-N;MFCD09054938;AKOS005264049;BS-28709;CS-0174912;2-methyl-5-chloro-4-methoxyphenylboronic acid;E97773;EN300-7388312;A871362

Chemical Property of (5-Chloro-4-methoxy-2-methylphenyl)boronic acid

Chemical Property:

• Boiling Point: 365.4±52.0 °C(Predicted)
• PKA: 8.01±0.58(Predicted)
• PSA: 49.69000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 0.33680
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.0411520
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

97% ^*data from raw suppliers

5-Chloro-4-methoxy-2-methylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1C)OC)Cl)(O)O
• Uses: 5-Chloro-4-methoxy-2-methylphenylboronic acid

Technology Process of (5-Chloro-4-methoxy-2-methylphenyl)boronic acid

There total 3 articles about (5-Chloro-4-methoxy-2-methylphenyl)boronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

1-bromo-5-chloro-4-methoxy-2-methylbenzene (179897-95-1) → (3-chloro-4-methoxy-6-methylphenyl)boronic acid (511295-09-3)

Guidance literature:

1-bromo-5-chloro-4-methoxy-2-methylbenzene; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -98 ℃; for 0.0833333h;

With Trimethyl borate; In tetrahydrofuran; diethyl ether; hexane; at -98 - 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃;

DOI:10.1055/s-2002-35629

Reference yield:

2-chloro-5-methylphenol (615-74-7) → (3-chloro-4-methoxy-6-methylphenyl)boronic acid (511295-09-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / Br₂ / CCl₄ / 24 h / 20 °C

2.1: 76 percent / K₂CO₃ / acetone / 24 h / Heating

3.1: n-BuLi / tetrahydrofuran; hexane; diethyl ether / 0.08 h / -98 °C

3.2: B(OMe)3 / tetrahydrofuran; hexane; diethyl ether / 12 h / -98 - 20 °C

3.3: 65 percent / aq. HCl / tetrahydrofuran; hexane; diethyl ether / 20 °C

With n-butyllithium; bromine; potassium carbonate; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; acetone;

DOI:10.1055/s-2002-35629

Reference yield:

4-bromo-2-chloro-5-methylphenol (319473-24-0) → (3-chloro-4-methoxy-6-methylphenyl)boronic acid (511295-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 76 percent / K₂CO₃ / acetone / 24 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane; diethyl ether / 0.08 h / -98 °C

2.2: B(OMe)3 / tetrahydrofuran; hexane; diethyl ether / 12 h / -98 - 20 °C

2.3: 65 percent / aq. HCl / tetrahydrofuran; hexane; diethyl ether / 20 °C

With n-butyllithium; potassium carbonate; In tetrahydrofuran; diethyl ether; hexane; acetone;

DOI:10.1055/s-2002-35629

upstream raw materials:

1-bromo-5-chloro-4-methoxy-2-methylbenzene

2-chloro-5-methylphenol

4-bromo-2-chloro-5-methylphenol

Downstream raw materials:

2-benzyloxy-4-(5-chloro-4-methoxy-2-methyl-phenyl)-3-nitro-pyridine

5'-chloro-2'-[2-(3'-chloro-5'-[1,3]dioxan-2-yl-6,2'-dimethoxy-biphenyl-3-yl)-ethyl]-2,4'-dimethoxy-biphenyl-4-carboxylic acid methyl ester

5'-chloro-2'-[2-(5'-[1,3]dioxan-2-yl-6,2'-dimethoxy-biphenyl-3-yl)-ethyl]-2,4'-dimethoxy-biphenyl-4-carboxylic acid methyl ester

5-chloro-5'-[2-(5-chloro-4'-hydroxymethyl-4,2'-dimethoxy-biphenyl-2-yl)-ethyl]-6,2'-dimethoxy-biphenyl-3-carbaldehyde